Synthesis and Screening of Anti-HSV-1 Activity of Thioglucoside Derivatives of Natural Polyhydroxy-1,4-Naphthoquinones
Four 1,4-naphthoquinone dithioglucoside derivatives based on natural polyhydroxy-1,4-naphthoquinones were synthesized. These thioglucosides were screened for their antiradical and antiviral activity in vitro. Antiradical activity of tested compounds was determined by the 2,2-diphenyl-1-picrylhydrazy...
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Published in | Natural product communications Vol. 14; no. 6; p. 1934578 |
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Language | English |
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Abstract | Four 1,4-naphthoquinone dithioglucoside derivatives based on natural polyhydroxy-1,4-naphthoquinones were synthesized. These thioglucosides were screened for their antiradical and antiviral activity in vitro. Antiradical activity of tested compounds was determined by the 2,2-diphenyl-1-picrylhydrazyl radical scavenging assay. The anti-herpes simplex virus type 1 (anti-HSV-1) activity of thioglucosides was analyzed by the cytopathic effect inhibition assay and mode of antiviral action was determined by the addition of the tested compounds to uninfected cells, to the virus prior to infection, or to herpes-infected cells. Most effective inhibition of HSV-1 replication was observed at pretreatment of virus by the compounds (direct virucidal effect). The dithioglucoside conjugate with the single β-OH group and lipophilic ethyl substituent in naphthoquinone core showed the greatest antiviral activity. |
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AbstractList | Four 1,4-naphthoquinone dithioglucoside derivatives based on natural polyhydroxy-1,4-naphthoquinones were synthesized. These thioglucosides were screened for their antiradical and antiviral activity in vitro. Antiradical activity of tested compounds was determined by the 2,2-diphenyl-1-picrylhydrazyl radical scavenging assay. The anti-herpes simplex virus type 1 (anti-HSV-1) activity of thioglucosides was analyzed by the cytopathic effect inhibition assay and mode of antiviral action was determined by the addition of the tested compounds to uninfected cells, to the virus prior to infection, or to herpes-infected cells. Most effective inhibition of HSV-1 replication was observed at pretreatment of virus by the compounds (direct virucidal effect). The dithioglucoside conjugate with the single β-OH group and lipophilic ethyl substituent in naphthoquinone core showed the greatest antiviral activity. |
Author | Polonik, Sergey G. Krylova, Natalia V. Sabutski, Yuri E. Kompanets, Galina G. Iunikhina, Olga V. |
Author_xml | – sequence: 1 givenname: Sergey G. surname: Polonik fullname: Polonik, Sergey G. – sequence: 2 givenname: Natalia V. surname: Krylova fullname: Krylova, Natalia V. – sequence: 3 givenname: Galina G. surname: Kompanets fullname: Kompanets, Galina G. – sequence: 4 givenname: Olga V. surname: Iunikhina fullname: Iunikhina, Olga V. – sequence: 5 givenname: Yuri E. surname: Sabutski fullname: Sabutski, Yuri E. |
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CitedBy_id | crossref_primary_10_1016_j_bioorg_2023_106643 |
Cites_doi | 10.1016/j.neuint.2009.06.008 10.2174/1875398101104010001 10.1371/journal.pone.0121629 10.1016/j.fshw.2018.01.001 10.12688/f1000research.16157.1 10.1146/annurev-pharmtox-010611-134517 10.1016/j.virol.2014.10.037 10.2174/138955707780059844 10.1134/S1990519X10030065 10.4172/2161-0444.1000274 10.1016/S0960-894X(98)00075-4 10.1023/A:1023659331010 10.1023/A:1027305110622 10.1126/science.aaa3778 10.1016/S0140-6736(17)32130-X 10.1016/j.ejmech.2010.02.002 10.3390/md12084602 10.1128/AAC.00615-10 10.1086/342967 10.3390/md16120509 10.1016/j.ejmech.2014.03.006 10.1016/j.lfs.2004.10.007 10.1080/03630260701700017 10.1100/2012/174837 10.1016/0022-1759(83)90303-4 10.1002/j.1460-2075.1991.tb07761.x 10.3390/molecules190914902 10.1016/j.ejmech.2011.09.012 10.1134/S1070428009100091 10.1128/CMR.00102-15 |
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Keywords | antiradical activity herpes simplex virus (HSV-1) antiviral activity 1,4-naphthoquinoneS-glucosides |
Language | English |
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